ES370876A1 - Process for the preparation of 7 - (alpha-(4 - pyridylthio)acetamido)cephalosporanic acid - Google Patents
Process for the preparation of 7 - (alpha-(4 - pyridylthio)acetamido)cephalosporanic acidInfo
- Publication number
- ES370876A1 ES370876A1 ES370876A ES370876A ES370876A1 ES 370876 A1 ES370876 A1 ES 370876A1 ES 370876 A ES370876 A ES 370876A ES 370876 A ES370876 A ES 370876A ES 370876 A1 ES370876 A1 ES 370876A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- preparation
- pyridylthio
- acetamido
- alpha
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000000034 method Methods 0.000 title abstract 3
- -1 alpha-(4 - pyridylthio)acetamido Chemical group 0.000 title 1
- YGBFLZPYDUKSPT-MRVPVSSYSA-N cephalosporanic acid Chemical compound S1CC(COC(=O)C)=C(C(O)=O)N2C(=O)C[C@H]21 YGBFLZPYDUKSPT-MRVPVSSYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/70—Sulfur atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
- Fodder In General (AREA)
Abstract
A process for the preparation of antibacterial compounds of the formula: ** (see formula) ** Where a is hydrogen or acetoxy and the non-toxic and pharmaceutically acceptable salts thereof; which method is characterized by reacting a compound of formula: ** (see formula) ** Where a is the one described above, with an acid halide hydrohalide of the formula: ** (see formula) ** Where x is chlorine, bromine or iodine, in an organic solvent, in the presence of an excess of a tertiary amine. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US75544468A | 1968-08-26 | 1968-08-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES370876A1 true ES370876A1 (en) | 1972-03-16 |
Family
ID=25039187
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES370876A Expired ES370876A1 (en) | 1968-08-26 | 1969-08-26 | Process for the preparation of 7 - (alpha-(4 - pyridylthio)acetamido)cephalosporanic acid |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3503967A (en) |
| JP (1) | JPS5121995B1 (en) |
| CH (1) | CH521374A (en) |
| DK (1) | DK143564C (en) |
| ES (1) | ES370876A1 (en) |
| NL (1) | NL162388C (en) |
| SE (1) | SE363640B (en) |
| YU (1) | YU34298B (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3631027A (en) * | 1970-03-27 | 1971-12-28 | Bristol Myers Co | Cephalosporanic acids |
| US3714157A (en) * | 1970-10-23 | 1973-01-30 | Bristol Myers Co | PROCESS FOR THE DECOLORIZATION OF 7-[ alpha -(4-PYRIDYLTHIO)ACETAMIDO]CEPHALOSPORANIC ACID |
| BE793191A (en) * | 1971-12-28 | 1973-06-22 | Toyama Chemical Co Ltd | PROCESS FOR PRODUCING 7-ACYLAMIDO-3-CEPHEM-4- CARBOXYLIC ACIDS |
| US4124762A (en) * | 1977-11-07 | 1978-11-07 | Yeda Research And Development Co., Ltd. | 7-[(Pyridylthiomethyl)phenyl]acetamido-cephalosporin derivatives |
| US4414387A (en) * | 1982-05-13 | 1983-11-08 | Renato Broggi | Cephapirin acetylcysteinate having antibacterial activity |
| CN104211718A (en) * | 2013-06-03 | 2014-12-17 | 浙江尖峰药业有限公司 | Cephapirin sodium A type crystal compound and preparation method thereof |
| CN104211719A (en) * | 2013-06-03 | 2014-12-17 | 浙江尖峰药业有限公司 | Cephapirin sodium compound and preparation method thereof |
| CN117343003A (en) * | 2023-09-13 | 2024-01-05 | 河北远征药业有限公司 | A kind of synthesis method of cefapirin intermediate |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3120514A (en) * | 1958-10-06 | 1964-02-04 | Beecham Res Lab | Aminoalkylpenicillins |
| NO132691C (en) * | 1961-04-03 | 1975-12-17 | Lilly Co Eli | |
| US3202653A (en) * | 1962-04-27 | 1965-08-24 | Bristol Myers Co | 6-[alpha-hydroxy-and alpha-amino-alpha-pyridylacetamido] penicillanic acids and salts thereof |
| US3422100A (en) * | 1967-05-02 | 1969-01-14 | Bristol Myers Co | S-substituted-thioacetamido-cephalosporins |
-
1968
- 1968-08-26 US US755444A patent/US3503967A/en not_active Expired - Lifetime
-
1969
- 1969-08-22 NL NL6912855.A patent/NL162388C/en not_active IP Right Cessation
- 1969-08-22 DK DK450769A patent/DK143564C/en not_active IP Right Cessation
- 1969-08-22 YU YU2163/69A patent/YU34298B/en unknown
- 1969-08-25 JP JP44066535A patent/JPS5121995B1/ja active Pending
- 1969-08-25 CH CH1284469A patent/CH521374A/en not_active IP Right Cessation
- 1969-08-25 SE SE11752/69A patent/SE363640B/xx unknown
- 1969-08-26 ES ES370876A patent/ES370876A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DK143564B (en) | 1981-09-07 |
| YU216369A (en) | 1978-10-31 |
| JPS5121995B1 (en) | 1976-07-06 |
| NL162388B (en) | 1979-12-17 |
| SE363640B (en) | 1974-01-28 |
| YU34298B (en) | 1979-04-30 |
| NL6912855A (en) | 1970-03-02 |
| DK143564C (en) | 1982-01-25 |
| US3503967A (en) | 1970-03-31 |
| NL162388C (en) | 1980-05-16 |
| CH521374A (en) | 1972-04-15 |
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